Potassium Hydroxide → HCID 11482194、化合物

HRID 890239ノート

反応式

HRID 890239 の反応式
[Cl:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:10]=1[NH:9][C:8]([CH3:11])=[CH:7]2.[OH-].[K+].Br[CH2:15][CH2:16][CH2:17][S:18][CH3:19]>COCCOCCN(CCOCCOC)CCOCCOC>[Cl:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:10]=1[N:9]([CH2:15][CH2:16][CH2:17][S:18][CH3:19])[C:8]([CH3:11])=[CH:7]2

参加物

5

反応物 3

HCID 14797Potassium Hydroxide2 回HCID 1144656368731-27-13 回HCID 118160627-chloro-2-methyl-1H-indole

生成物 1

HCID 11482194HCID 11482194、化合物収率 81.4%

試薬・触媒・溶媒 1

HCID 112414Ethanamine, 2-(2-methoxyethoxy)-N,N-bis[2-(2-methoxyethoxy)ethyl]-触媒2 回

実験手順

1.5 g of 7-chloro-2-methyl-1H-indole are mixed with stirring with 1.1 g of ground potassium hydroxide and 0.2 g of TDA-1. The mixture is left stirring for 2 hours at AT, then 3.1 g of 1-bromo-3-methylsulphanylpropane are added dropwise and the mixture is heated at reflux for 24 hours. Ground potassium hydroxide (0.5 g), TDA-1 (0.1 g) and 1.6 g of 1-bromo-3-methylsulphanylpropane are again added. After heating at reflux for 9 hours, 1.6 g of 1-bromo-3-methylsulphanylpropane are again added and the mixture is heated at reflux for 24 hours. The mixture is allowed to return to AT and is then extracted with toluene. The organic phase is washed with a 10% HCl solution, with water and then a saturated NaCl solution. It is dried and evaporated and then the residue is chromatographed on silica while eluting with a cyclohexane/toluene (50/50, v/v) mixture. 1.87 g of the expected compound are obtained.

後処理

  1. waitThe mixture is left
  2. temperaturethe mixture is heated
  3. temperatureat reflux for 24 hours
  4. temperatureAfter heating
  5. temperatureat reflux for 9 hours
  6. temperaturethe mixture is heated
  7. temperatureat reflux for 24 hours
  8. extractionis then extracted with toluene
  9. washThe organic phase is washed with a 10% HCl solution, with water
  10. customIt is dried
  11. customevaporated
  12. customthe residue is chromatographed on silica
  13. washwhile eluting with a cyclohexane/toluene (50/50

出典と根拠

ORDレコード
ord-c0304803a7114e1bbe60a7f011a9c45a
出典データセット
uspto-grants-2006_02
特許番号
US06995184B2

反応ノート

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